Opportunity

We are seeking a Sales Engineer who is passionate about helping healthcare organizations transform their revenue cycle operations through cutting-edge AI technologies. As a Sales Engineer, you will partner closely with our sales, marketing, and engineering teams to engage prospects, understand their technical environments and challenges, and reveal compelling AI solutions that showcase the value of our platform.

You will be responsible for pre-sale technical discovery, use case education, demos, and exploring the art of the possible with prospects alongside our sales team. Your work will help prospects clearly envision how Thoughtful’s AI Agents can be deployed effectively within their systems and processes to drive measurable outcomes.

This is a fast-paced, customer-facing role for someone who loves solving complex problems, communicating technical solutions with clarity, and influencing strategic buying decisions.

Learn more about our Warrior culture.

Key Responsibilities

• Partner with sales to engage prospective customers during the discovery and solutioning phases.
• Conduct deep technical discovery to understand customer systems, workflows, data, and integration needs.
• Translate business problems into technical solution proposals, in collaboration with engineering.
• Deliver compelling technical presentations and customized demos of our AI Agent solutions.
• Build confidence with technical stakeholders by addressing integration, security, and architecture questions.
• Scope solution designs that align with customer goals and position deployments for success.
• Support pilots and proof-of-concept initiatives to validate technical feasibility and ROI.
• Maintain strong feedback loops with product and engineering to inform roadmap priorities based on market needs.

What Success Looks Like

• Prospects clearly understand how Thoughtful’s AI solutions fit within their environment and deliver value.
• Solution designs are realistic, technically sound, and set up customers for smooth implementation.
• Pre-sales activities accelerate deal velocity and increase win rates.
• Customers view you as a trusted technical advisor during their buying journey.

Minimum Qualifications

• 3-6+ years of experience in sales engineering, solutions consulting, technical pre-sales, product management, or a similar customer-facing technical role.
• 1-2 years of experience in healthcare, especially in RCM or similar health tech.
• Strong technical background with a deep understanding of APIs, integrations, data models, automation, and security considerations.
• Outstanding problem-solving skills and ability to architect creative solutions that align to customer needs.
• Excellent verbal and written communication skills, with an ability to simplify complex topics for diverse audiences.
• Comfortable engaging with both business and technical stakeholders in a consultative selling motion.
• Self-starter who thrives in a fast-paced, high-growth environment with a high degree of ownership.

Thoughtful AI Benefits

• Market-leading base salary and bonus
• Employee stock options
• Medical, dental, and vision insurance for you and your dependents
• We expect you to unwind and disconnect for three weeks per year while still getting paid